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Search results; Over 1,000 homes in Old Saybrook

Guest favourite
Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
3 bedrooms, 3 beds, 2 private bathrooms
6–11 Aug
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4.89 out of 5 average rating, 64 reviews
Superhost
Home in Old Saybrook
Cozy beach side home Chalker Beach Old Saybrook
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
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Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
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Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
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Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
5.0 out of 5 average rating, 99 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
24–29 Aug
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
New place to stay, 5 bedrooms, 7 beds, 2 bathrooms
21–26 Aug
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Cottage in Old Saybrook
The Cottage
4.75 out of 5 average rating, 253 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
4.94 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
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Flat in Old Saybrook
Charming Center of it All Location
4.99 out of 5 average rating, 68 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
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Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
4.92 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Sept
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Cottage in Old Saybrook
Rachel’s Retreat
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
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Home in Old Saybrook
Beach House Getaway
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
31 Aug – 7 Sept
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Home in Old Saybrook
Cornfield Point Charmer–Walk to Beach
5.0 out of 5 average rating, 36 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Aug
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Home in Old Saybrook
Best of both worlds!
4.92 out of 5 average rating, 113 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
Guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
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Guest suite in Old Saybrook
Cozy Loft Getaway
4.98 out of 5 average rating, 109 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
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Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Sept
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Loft in Westbrook
Lovely one bedroom studio with on-site parking.
5.0 out of 5 average rating, 109 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
4.93 out of 5 average rating, 56 reviews, 2 bedrooms, 4 beds, 1 bathroom
23–28 Sept